Find Hotels with Free Parking in Old Town Chicago, IL

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Check availability on Old Town Chicago Hotels with Free Parking

Tonight
8 Dec - 9 Dec
Tomorrow
9 Dec - 10 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Top Old Town Chicago Hotels with Free Parking

Cocktail bar
Freehand Chicago

Freehand Chicago

4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2630)
"The room was spotless and the staff where great!"
United States
Maria
The price is SAR 232
SAR 338 total
includes taxes & fees
7 Jan - 8 January 2026
Freehand Chicago
American cuisine, alfresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1915)
"Awesome staff and great location "
United States
Luis C
The price is SAR 329
SAR 474 total
includes taxes & fees
29 Dec - 30 Dec
The Godfrey Hotel Chicago
Pool
Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1742)
"Staff was courteous, room was clean, convenient location for us. Price was good as well."
United States
Jamie
The price is SAR 267
SAR 314 total
includes taxes & fees
5 Jan - 6 January 2026
Hilton Garden Inn Chicago Downtown South Loop
Private kitchen
The Sono Chicago

The Sono Chicago

3.5 star property
Near North Side
10.0 out of 10, Exceptional, (485)
"The Sono was welcoming, clean and very comfortable. It was easy to find and provided parking! We would absolutely stay here again and would recommend it to friends. "
United States
Ellen
The price is SAR 495
SAR 582 total
includes taxes & fees
22 Dec - 23 Dec
The Sono Chicago
City view from property
Hotel Lincoln

Hotel Lincoln

4.0 star property
Lincoln Park
7.8 out of 10, Good, (1060)
"Great "
United States
Lillian
The price is SAR 402
SAR 538 total
includes taxes & fees
14 Dec - 15 Dec
Hotel Lincoln
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3153)
"Amazing and will be staying again!"
United States
Angie
The price is SAR 351
SAR 412 total
includes taxes & fees
7 Jan - 8 January 2026
Eurostars Magnificent Mile
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2261)
"Smooth check in and beautiful hotel"
United States
Monique
The price is SAR 358
SAR 548 total
includes taxes & fees
6 Jan - 7 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2116)
"Would stay again. "
United States
Montroy
Silversmith Hotel Chicago Downtown
Snack bar
Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District

4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1457)
"Clean, modern, friendly/helpful staff, the perfect spot for staying for a show at The Chicago Theatre. Parking was close and easy too. "
United States
Megan
The price is SAR 339
SAR 398 total
includes taxes & fees
4 Jan - 5 January 2026
Cambria Hotel Chicago Loop - Theatre District
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
The price is SAR 312
SAR 366 total
includes taxes & fees
22 Dec - 23 Dec
Aloft Chicago Mag Mile
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Old Town Chicago Hotel Reviews

Hyatt Regency Chicago

Hyatt Regency Chicago

10/10 Excellent
"I always love staying at this place when I visit"
William 1-night trip
Posted 7 hours ago
Hyatt Regency Chicago

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